5803. Mefruside

Nomenclature

CAS number: 7195-27-9
4-Chloro-N1-methyl-N1-[(tetrahydro-2-methyl-2-furanyl)methyl]-1,3-benzenedisulfonamide; 4-chloro-N1-methyl-N1-(tetrahydro-2-methylfurfuryl)-m-benzenedisulfonamide; 2-[(4-chloro-N1-methyl-3-sulfamoylbenzenesulfonamido)methyl]-2-methyltetrahydrofuran; N-(4-chloro-3-sulfamoylbenzenesulfonyl)-N-methyl-2-furfurylamine; B-1500; Baycaron (Bayer).
C13H19ClN2O5S2; mol wt 382.88.
C 40.78%, H 5.00%, Cl 9.26%, N 7.32%, O 20.89%, S 16.75%.

Description and references

Prepn: H. Horstmann et al., GB 1031916; eidem, US 3356692 (1966, 1967 to Bayer AG); of dl-, d-, and l-forms, eidem, Arzneim.-Forsch. 17, 653 (1967).

Chemical structure

Derivative

dl-Form.

Properties

Crystals, mp 149-150°.

Derivative

d-Form.

Properties

Crystals, mp 146°. [α]20578 +5.4° (c = 2.026 in methanol).

Derivative

l-Form.

Properties

Crystals, mp 146°. [α]20578 -5.5° (c = 2.100 in methanol). More active as a diuretic than the d-form.

Therapeutic Category

Diuretic.

Keywords

Diuretic; Sulfonamide Derivatives